• Name

  2,5-Diaminobenzonitrile

• EINECS
• CAS No. 14346-13-5
• Article Data17
• CAS DataBase
• Density 1.245 g/cm³
• Solubility
• Melting Point 90-92 °C
• Formula C₇H₇N₃
• Boiling Point 370.759 °C at 760 mmHg
• Molecular Weight 133.153
• Flash Point 178.029 °C
• Transport Information
• Appearance
• Safety
• Risk Codes
• Molecular Structure
• Hazard Symbols
• Synonyms 2-Cyano-1,4-diaminobenzene;2-Cyano-p-phenylenediamine;
• PSA 75.83000
• LogP 1.88508

Synthetic route

17420-30-3

5-nitroanthranilonitrile

14346-13-5

2-cyano-1,4-phenylenediamine

Conditions

Conditions	Yield
With 3 % platinum on carbon; ammonia; hydrogen In ethanol at 50℃; under 12001.2 Torr; Solvent; Reagent/catalyst; Temperature; Pressure; Autoclave;	98%
With hydrazine hydrate In ethanol at 80℃; for 1h; Inert atmosphere; chemoselective reaction;	89%
With palladium diacetate; hydrazine hydrate; potassium hydroxide In water at 50℃; for 8h; Inert atmosphere; Green chemistry; chemoselective reaction;	82%

tin(II)chloride dihydrate

17420-30-3

5-nitroanthranilonitrile

14346-13-5

2-cyano-1,4-phenylenediamine

Conditions

Conditions	Yield
With sodium hydroxide In hydrogenchloride

72115-08-3

5-amino-2-nitrobenzonitrile

14346-13-5

2-cyano-1,4-phenylenediamine

Conditions

Conditions	Yield
With 5%-palladium/activated carbon; hydrogen In methanol at 120℃; under 15001.5 Torr; Temperature; Solvent;

14346-13-5

2-cyano-1,4-phenylenediamine

17420-30-3

5-nitroanthranilonitrile

Conditions

Conditions	Yield
With 1,9-diperoxynonanedioic acid In acetonitrile at 50℃; for 0.5h;	90%

14346-13-5

2-cyano-1,4-phenylenediamine

108-94-1

cyclohexanone

244219-97-4

7,9-diamino-1,2,3,4-tetrahydroacridine

Conditions

Conditions	Yield
With silica gel; toluene-4-sulfonic acid microwave irradiation;	75%

50-00-0

formaldehyd

14346-13-5

2-cyano-1,4-phenylenediamine

141400-26-2

2-amino-5-(dimethylamino)benzonitrile

Conditions

Conditions	Yield
Stage #1: formaldehyd; 2-cyano-1,4-phenylenediamine With acetic acid for 0.25h; Inert atmosphere; Stage #2: With sodium cyanoborohydride at 20℃; for 16h; Inert atmosphere; stereoselective reaction;	49%

ethyl 2-[5-(4-methylpiperazinyl)benzimidazol-2-yl]acetate

14346-13-5

2-cyano-1,4-phenylenediamine

668428-98-6

4,6-diamino-3-(5-(4-methylpiperazin-1-yl)-1H-benzo[d]imidazol-2-yl)quinolin-2(1H)-one

Conditions

Conditions	Yield
With lithium hexamethyldisilazane In tetrahydrofuran at 20℃; for 5h;	45%

14346-13-5

2-cyano-1,4-phenylenediamine

931-59-9

benzenesulfenyl chloride

C19H13N3S2

Conditions

Conditions	Yield
With pyridine In dichloromethane	36%

1950-65-8

4-methoxybenzenesulfenyl chloride

14346-13-5

2-cyano-1,4-phenylenediamine

C21H17N3O2S2

Conditions

Conditions	Yield
With pyridine In dichloromethane	22%

85-44-9

phthalic anhydride

14346-13-5

2-cyano-1,4-phenylenediamine

N,N'-2-cyano-p-phenylenebisphthalimide

Conditions

Conditions	Yield
In various solvent(s)

34840-23-8

1,3-Dicarbomethoxy-S-methylisothiourea

14346-13-5

2-cyano-1,4-phenylenediamine

104479-12-1

C12H13N5O4

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In methanol Heating;

14346-13-5

2-cyano-1,4-phenylenediamine

C14H15N5O5

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: p-TsOH / methanol / Heating 2: acetic acid / 1 h / 60 °C View Scheme
Multi-step reaction with 2 steps 1: p-TsOH / methanol / Heating 2: N,N-dimethylaniline / acetonitrile / 30 °C View Scheme

14346-13-5

2-cyano-1,4-phenylenediamine

4755-77-5

Ethyl oxalyl chloride

53325-61-4

N,N'-(cyano-p-phenylene)dioxamic acid, diethyl ester

Conditions

Conditions	Yield
With triethylamine In N-methyl-acetamide; water

1394321-80-2

(S)-N-[1-(2-chloro-6-propylpyrimidin-4-yl)pyrrolidin-3-yl]acetamide

14346-13-5

2-cyano-1,4-phenylenediamine

1394316-97-2

(S)-N-{1-[2-(4-amino-3-cyanophenylamino)-6-propylpyrimidin-4-yl]pyrrolidin-3-yl}acetamide hydrochloride

Conditions

Conditions	Yield
In butan-1-ol for 0.666667h; Microwave irradiation;
In butan-1-ol for 0.666667h; Microwave irradiation;	17.1 mg

14346-13-5

2-cyano-1,4-phenylenediamine

(S)-N-{1-(2-chloro-8-methoxyquinazolin-4-yl)pyrrolidin-3-yl}acetamide

(S)-N-[1-{2-(4-amino-3-cyanophenylamino)-8-methoxyquinazolin-4-yl}pyrrolidin-3-yl]acetamide

Conditions

Conditions	Yield
for 0.666667h; Microwave irradiation;	1.4 mg

14346-13-5

2-cyano-1,4-phenylenediamine

C11H12N4O2

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: hydrogenchloride; sodium nitrite 2: sodium acetate View Scheme

14346-13-5

2-cyano-1,4-phenylenediamine

C11H9N3O2

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: hydrogenchloride; sodium nitrite 2: sodium acetate 3: polyphosphoric acid / 70 °C View Scheme

14346-13-5

2-cyano-1,4-phenylenediamine

C10H7N3O2

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: hydrogenchloride; sodium nitrite 2: sodium acetate 3: polyphosphoric acid / 70 °C 4: sodium hydroxide / tetrahydrofuran; methanol; water View Scheme

14346-13-5

2-cyano-1,4-phenylenediamine

C10H8N4O

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: hydrogenchloride; sodium nitrite 2: sodium acetate 3: polyphosphoric acid / 70 °C 4: sodium hydroxide / tetrahydrofuran; methanol; water 5: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; ammonium chloride; triethylamine / N,N-dimethyl-formamide View Scheme

14346-13-5

2-cyano-1,4-phenylenediamine

C10H8N4S

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: hydrogenchloride; sodium nitrite 2: sodium acetate 3: polyphosphoric acid / 70 °C 4: sodium hydroxide / tetrahydrofuran; methanol; water 5: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; ammonium chloride; triethylamine / N,N-dimethyl-formamide 6: Lawessons reagent / tetrahydrofuran / Reflux View Scheme

14346-13-5

2-cyano-1,4-phenylenediamine

C16H14N4O2S

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1: hydrogenchloride; sodium nitrite 2: sodium acetate 3: polyphosphoric acid / 70 °C 4: sodium hydroxide / tetrahydrofuran; methanol; water 5: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; ammonium chloride; triethylamine / N,N-dimethyl-formamide 6: Lawessons reagent / tetrahydrofuran / Reflux 7: pyridine / ethanol / Reflux View Scheme

14346-13-5

2-cyano-1,4-phenylenediamine

C14H10N4O2S

Conditions

Conditions

Yield

Multi-step reaction with 8 steps 1: hydrogenchloride; sodium nitrite 2: sodium acetate 3: polyphosphoric acid / 70 °C 4: sodium hydroxide / tetrahydrofuran; methanol; water 5: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; ammonium chloride; triethylamine / N,N-dimethyl-formamide 6: Lawessons reagent / tetrahydrofuran / Reflux 7: pyridine / ethanol / Reflux 8: sodium hydroxide / tetrahydrofuran; methanol; water View Scheme

14346-13-5

2-cyano-1,4-phenylenediamine

C7H8N4

Conditions

Conditions	Yield
With hydrogenchloride; sodium nitrite

2,5-Diaminobenzonitrile Specification